2-Bromopyrimidine → HCID 22143619, compound

HRID 985245Notes

Reaction equation

HRID 985245 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[CH:8]=[C:9]([Sn](C)(C)C)[S:10][C:3]=12.Br[C:16]1[N:21]=[CH:20][CH:19]=[CH:18][N:17]=1>>[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[CH:8]=[C:9]([C:16]3[N:21]=[CH:20][CH:19]=[CH:18][N:17]=3)[S:10][C:3]=12

Participants

3

Reactant 2

HCID 783452-BromopyrimidineHCID 221434977-Chloro-2-(trimethylstannyl)thieno[3,2-b]pyridine

Product 1

HCID 22143619HCID 22143619, compoundYield 40.4%

Procedure

This material was prepared by coupling 7-chloro-2-(trimethylstannyl)thieno[3,2-b]pyridine 39a (0.218 g, 0.66 mmole) with 2-bromopyrimidine (0.104 g, 0.66 mmole) using tereakis(triphenylphosphine) palladium(0) (31 mg) as catalyst in a manner as previously described for example 39b to give a white solid (0.066 g, 40%). 1H NMR (300 MHz, CDCl3) δ8.76 (2H, d, J=4.90 Hz), 8.57 (1H, d, J=5.1 Hz), 8.41 (1H, s), 7.26 (1H, d, J=5.1 Hz), 7.20 (1H, m); ESIMS (MH+): 248.00.

Workup

  1. customThis material was prepared

Sources & evidence

ORD record
ord-b9e1c9f4267c47fea1f88c39d82c8a72
Source dataset
uspto-grants-2005_03
Patent number
US06869962B2

Reaction notes

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